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Palladium and Nickel Catalyzed C-H Activation/C-C Bond Formation

Award Number: R15GM107892
ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES
OPDIV: NIH
AWARD CLASS: DISCRETIONARY
AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)
PERIOD OF PERFORMANCE START DATE: 09/01/2013
PERIOD OF PERFORMANCE END DATE: 08/31/2017

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Palladium and Nickel Catalyzed C-H Activation/C-C Bond Formation - DESCRIPTION (provided by applicant): The overall goal of the proposed research is the development of general, efficient and cost-effective methods for the conversion of C-H bonds to C-C bonds. The products of the proposed transformations are structural motifs prevalent in biologically active molecules. The proposed methods have the potential to serve as cost-effective and environmentally friendly alternatives to the currently known methods for the strategic introduction of C-C bonds in the context of synthesis of medicinal drugs. Specifically this proposal seeks to develop palladium- and nickel-catalyzed methods for the construction of C-C bonds. The successful implementation of the research described herein will lead to novel intra- and intermolecular arylation of arene and alkyl C-H bonds. Aim 1 seeks to develop palladium-catalyzed methods for the direct arylation of C-H bonds using phenolic electrophiles. The transformation will be a significant advance over the known methods for C-H arylations, the majority of which employ aryl halides as electrophiles. The use of inexpensive and readily accessible phenolic electrophiles render these transformations, more environmentally friendly than previously reported direct arylation methods. Aims 2 and 3 are focused on the development of Ni-catalyzed direct arylation of C-H bonds. The use of earth abundant and inexpensive nickel catalysts will be significantly more cost effective than previously known methods, many of which utilize precious noble metal catalysts. The most significant challenge toward the accomplishment of the Ni-catalyzed arylations is the dearth of mechanistic understanding for C-H activation at a Ni center, a key step of the proposed transformations. As such the development of the Ni-catalyzed direct arylations is based on careful consideration of the mechanistic aspects of related well-studied Pd-catalyzed C-H arylations. Additionally, the research design includes fundamental-mechanistic investigations of the Ni-catalyzed arylations. These studies will aid in the accomplishment of the proposed work and will enable the discovery of other synthetically useful Ni-catalyzed C-H functionalizations. The PI's research group has enhanced the research environment at St. Olaf College, providing a unique opportunity to expose undergraduates to the cutting edge of organometallic research. The current proposal will provide the students with relevant experience and a foundation in the techniques used in both pharmaceutical and biomedical research at the next level.


Issue Date FY	Funding FY	Legal Entity Name	Legal Entity Address	Legal Entity City	Legal Entity State	Legal Entity Zip Code	Legal Entity COUNTY	Legal Entity COUNTRY	Assistance Listing	Award Code	Budget Year	Action Date	Action Type	Action Amount

Issue Date FY: 2018 ( Subtotal = $0 )
2018	2013	ST. OLAF COLLEGE	1520 ST OLAF AVE	NORTHFIELD	MN	55057	RICE	USA	Biomedical Research and Research Training	000	1	1/25/2018	NEW	$0
														Subtotal = $0

Issue Date FY: 2013 ( Subtotal = $280,601 )
2013	2013	SAINT OLAF COLLEGE	1520 ST OLAF AVENUE	NORTHFIELD	MN	55057	RICE	USA	Biomedical Research and Research Training	000	1	7/16/2013	NEW	$280,601
														Subtotal = $280,601

Grand Total All Awards = $280,601

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Palladium and Nickel Catalyzed C-H Activation/C-C Bond Formation

Award Number: R15GM107892

ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES

OPDIV: NIH

AWARD CLASS: DISCRETIONARY

AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

PERIOD OF PERFORMANCE START DATE: 09/01/2013

PERIOD OF PERFORMANCE END DATE: 08/31/2017

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